Eucalyptus oil Chemical Properties

Boiling point:

200 °C

Density 

0.909 g/mL at 25 °C

refractive index 

n20/D 1.46

FEMA 

2466 | EUCALYPTUS OIL (EUCALYPTUS GLOBULUS LABILLE)

Flash point:

135 °F

form 

Liquid

color 

Colourless to pale yellow

Odor

at 100.00 %. eucalyptus

Odor Type

herbal

Dielectric constant

4.8399999999999999

InChI

InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3

InChIKey

WEEGYLXZBRQIMU-UHFFFAOYSA-N

SMILES

C12(C)CCC(CC1)C(C)(C)O2

CAS DataBase Reference

8000-48-4(CAS DataBase Reference)

EPA Substance Registry System

Eucalyptus oil (8000-48-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-38

Safety Statements 

16-26-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

2

RTECS 

LE2530000

HazardClass 

3.2

PackingGroup 

III

HS Code 

33012960

Toxicity

The acute oral LD₅₀ value of eucalyptol was reported as 2480 mg/kg in the rat (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964). The acute dermal LD₅₀ in rabbits exceeded 5 g/kg (Moreno, 1973).

Eucalyptus oil Usage And Synthesis

Description

Eucalyptus oil is the generic name for distilled oil from the leaf of Eucalyptus, a genus of the plant family Myrtaceae native to Australia and cultivated worldwide. Eucalyptus oil has a history of wide application, as a pharmaceutical, antiseptic, repellent, flavoring, fragrance and industrial uses. The leaves of selected Eucalyptus species are steam distilled to extract eucalyptus oil.

Chemical Properties

E. globulus oil is produced by steam distillation of the leaves of E. globulus Labill. It is an almost colorless to pale yellow liquid with a fresh odor, characteristic of cineole.Thecrude oil contains more than 60% 1,8-cineole and between 10% and 22% α-pinene. Rectified qualities have a cineole content of more than 70 % or more than 80%. The respective specifications of these three types are as follows:
d²⁰₂₀ 0.905–0.925/0.904–0.920/0.906–0.920; n²⁰_D 1.457–1.475/1.460–1.468/1.458–1.465; α²⁰_D +2 ° to +8 °/0 ° to +10 °/+2 ° to +10 °; solubility: 1 vol in max. 7/10/5 vol 70% ethanol. 1.8-cineole content 60/70/80% minimum.
Worldwide production of cineole-containing eucalyptus oils is ～4000 t/ yr. Previously, the oil was distilled mainly in Spain and Portugal; today, it is produced mainly in China (～3000 t/yr), smaller quantities from India and South Africa.
Eucalyptus oils with high cineole content are used for cineole production. The oils and cineole itself are used primarily in pharmaceutical preparations. Fairly large quantities are also used in perfumery, for example, to imitate the odor of cineole-containing essential oils and flavoring of food (sweets) and oral care products.

Chemical Properties

The oil is obtained by steam distillation of the fresh or partly dried long and narrow leaves in approximately 1% yields. It has a characteristic aromatic, somewhat camphoraceous odor and a pungent, spicy, cooling taste. The oil extracted has medicinal and aromatic uses.

Chemical Properties

Tree native to Australia, cultivated in temperate regions. It has opposite, lanceolated leaves and white or pinkish flowers. The part used is the leaves of the mature tree. Eucalyptus has a tonic astringent flavor.

Occurrence

Found in the leaves of Eucalyptus globulus Labill. and other species of Euca lyptus L'Héritier (Fam: Myrtaceae) (Guenther, 1950).

History

Australian Aboriginals use eucalyptus leaf infusions ( which contain eucalyptus oil ) as a traditional medicine for treating body pains, sinus congestion, fever, and colds.
Baron Ferdinand von Mueller, Victorian botanist, promoted the qualities of Eucalyptus as a disinfectant in "fever districts", and also encouraged Joseph Bosisto, a Melbourne pharmacist, to investigate the commercial potential of the oil . Bosisto started the commercial eucalyptus oil industry in 1852 near Dandenong, Victoria, Australia, when he set up a distillation plant and extracted the essential oil from the cineole chemo type of Eucalyptus radiata. This resulted in the cineole chemo type becoming the generic 'oil of eucalyptus', and "Bosisto's Eucalyptus Oil" still survives as a brand.
The Australian eucalyptus oil industry peaked in the 1940s, the main area of production being the central goldfields region of Victoria, particularly Inglewood; then the global establishment of eucalyptus plantations for timber resulted in increased volumes of eucalyptus oil as a plantation by-product.
By the 1950s the cost of producing eucalyptus oil in Australia had increased so much that it could not compete against cheaper Spanish and Portuguese oils (closer to European Market there fore less costs). Non-Australian sources now dominate commercial eucalyptus oil supply, although Australia continues to produce high grade oils, mainly from blue mallee (E. polybractea) stands.

Uses

Medicinal and antiseptic
The cineole-based oil is used as component in pharmaceutical preparations to relieve the symptoms of influenza and colds, in products like cough sweets, lozenges, ointments and inhalants. Eucalyptus oil has antibacterial effects on pathogenic bacteria in the respiratory tract . Inhaled eucalyptus oil vapor is a decongestant and treatment for bronchitis . Cineole controls airway mucus hyper secretion and asthma via anti - inflammatory cytokine inhibition . Eucalyptus oil also stimulates immune system response by effects on the phagocytic ability of human monocyte derived macrophages.
Eucalyptus oil also has anti-inflammatory and analgesic qualities as a topically applied liniment ingredient.
Eucalyptus oil is also used in personal hygiene products for antimicrobial properties in dental care and soaps. It can also be applied to wounds to prevent infection.
Repellent and bio pesticide
Cineole - based eucalyptus oil is used as an insect repellent and bio pesticide. In the U.S., eucalyptus oil was first registered in 1948 as an insecticide and miticide.
Flavoring
Eucalyptus oil is used in flavoring. Cineole - based eucalyptus oil is used as a flavoring at low levels ( 0.002 % ) in various products, including baked goods, confectionery, meat products and beverages . Eucalyptus oil has antimicrobial activity against a broad range of foodborne human pathogens and food spoilage microorganisms . Non - cineole peppermint gum, strawberry gum and lemon ironbark are also used as flavoring.
Fragrance
Eucalyptus oil is also used as a fragrance component to impart a fresh and clean aroma in soaps, detergents, lotions and perfumes.
Industrial
Research shows that cineole - based eucalyptus oil (5% of mixture) prevents the separation problem with ethanol and petrol fuel blends. Eucalyptus oil also has a respectable octane rating and can be used as a fuel in its own right. However, production costs are currently too high for the oil to be economically viable as a fuel. Phellandrene - and piperitone - based eucalyptus oils have been used in mining to separate sulfide minerals via flotation.

Uses

Wood for timber, pulp, fuel, charcoal; cut foliage in floral arrangements. Oil as fragrance component in soaps, creams, lotions and as flavoring agent in pharmaceuticals, toothpastes, mouthwashes.

Uses

eucalyptus oil is described as having antiseptic, disinfectant, antifungal, and blood-circulation activating properties. It is also used as a fragrance. native to Australia, it was regarded as a general cure-all by the Aborigines and later by the european settlers. It has a long tradition of use in medicine, and is considered one of the most powerful and versatile herbal remedies. It is said that eucalyptus oil’s anti-septic properties and disinfectant action increase as the oil ages. The most important constituent of the oil is eucalyptol. The essential oil is obtained from eucalyptus leaves. eucalyptus oil may cause allergic reactions.

Preparation

By steam distillation of the leaves of E. globulus Labill. and other species of Eucalyptus L'Heritier (Gildemeister & Hoffman, 1961 ; Guenther, 1950).

Definition

Extractives and their physically modified derivatives. Eucalyptus, Myrtaceae.

Production Methods

Eucalyptus oils in the trade are categorized into three broad types according to their composition and main end-use: medicinal, perfumery and industrial . The most prevalent is the standard cineolebased "oil of eucalyptus", a colourless mobile liquid (yellow with age) with a penetrating, camphoraceous, woody-sweet scent.
China produces about 75 % of the world trade, but most of this is derived from camphor oil fractions rather than being true eucalyptus oil . .

Essential oil composition

Some of the chemicals isolated and detected on the basis of UV, mass, and NMR spectroscopic analyses from the stem bark are pinoresinol, vomifoliol, 3,4,5-trimethoxyphenol 1-O-beta-D-(6?-O-galloyl)glucopyranoside, methyl gallate, rhamnazin, rhamnetin, eriodictyol, quercetin, taxifolin, engelitin, and catechin.* An unusual heteroxylan composed of galactosyl, 4-O-methyl-glucuronosyl and xylosyl residues with molar ratio 1:3:30 was isolated from the wood of E. globulus Labill.? The flower (bud) oil contains terpenic hydrocarbons (α-thujene 11.95%, limonene 3.1%, aromadendrene 16.57%) and oxygenated compounds (1,8-cineole 36.95%) (CoE, 2000).

Essential oil composition

The leaves essential oil mainly contains terpenic hydrocarbons and oxygenated terpenic compounds (1–8-cineole 62.4 to 82.2%). In addition to cineol (eucalyptol), it also contains terpineol, sesquiterpene alcohols, various aliphatic aldehydes, isoamyl alcohol, ehtanol and terpenes.

Taste threshold values

FEMA PADI: n/a IOFI: n/a

Safety Profile

A human poison by ingestion. Moderately toxic by skin contact. Human systemic effects by ingestion: cihary eye spasms, nausea or vomiting, respiratory depression, somnolence, sweating. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Safety

If consumed internally at low dosage as a flavoring component or in pharmaceutical products at the recommended rate, cineole-based 'oil of eucalyptus' is safe for adults. However, systemic toxicity can result from ingestion or topical application at higher than recommended doses.
The probable lethal dose of pure eucalyptus oil for an adult is in the range of 0.05 mL to 0.5 mL / per kg of body weight . Because of their high body surface area to mass ratio, children are more vulnerable to poisons absorbed trans dermally. Severe poisoning has occurred in children after ingestion of 4 mL to 5 mL of eucalyptus oil.

Metabolism

1,8-Cineole (eucalyptol), the chief constituent of eucalyptus oil, apparently undergoes oxidation in vivo with the formation of hydroxycineole which is excreted as hyd roxycineoleglucuronic acid (Williams, 1959).

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